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Conjugate‐Addition Organopolymerization: Rapid Production of Acrylic Bioplastics by N‐Heterocyclic Carbenes
Author(s) -
Zhang Yuetao,
Chen Eugene Y.X.
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201108019
Subject(s) - carbene , nucleophile , bioplastic , conjugate , methylene , polymerization , chemistry , acrylic acid , organic chemistry , polymer chemistry , polymer , biology , copolymer , catalysis , mathematics , ecology , mathematical analysis
It's rapid and selective : In contrast to the dimerization of α,β‐unsaturated esters (acrylics) by carbene 3 , the more nucleophilic carbene 2 selectively forms the single‐addition product, and 1 , the most nucleophilic carbene of the series, polymerizes acrylics. The biomass‐derived methylene butyrolactones are quantitatively polymerized to produce medium‐ to high‐molecular‐weight bioplastics in less than one minute at ambient temperature. Mes=2,4,6‐trimethylphenyl, TOF=turnover frequency.